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Pasadena Holiday Rentals

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49 rentals in Pasadena.
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Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !, holiday rental in Pasadena

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Lovely Waterfront Cottage Near Annapolis, holiday rental in Pasadena

Lovely Waterfront Cottage Near Annapolis

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront Apartment with Fantastic Views, holiday rental in Pasadena

Waterfront Apartment with Fantastic Views

2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Brand new Renovation in Historic District with 2 parking spots -walk everywhere, holiday rental in Pasadena

Brand new Renovation in Historic District with 2 parking spots -walk everywhere

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Annapolis waterfront 'tiny house' in garden setting, holiday rental in Pasadena

Annapolis waterfront 'tiny house' in garden setting

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Gorgeous Annapolis Area Waterfront Home!, holiday rental in Pasadena

Gorgeous Annapolis Area Waterfront Home!

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Charming garden row home, easy 4 block walk to the heart of Annapolis., holiday rental in Pasadena

Charming garden row home, easy 4 block walk to the heart of Annapolis.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Annapolis Entertainment Complex, holiday rental in Pasadena

Annapolis Entertainment Complex

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District, holiday rental in Pasadena

Craftsman Bungalow Apartment Near Naval Academy Stadium and Historic District

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Magothy River rustic retreat home., holiday rental in Pasadena

Magothy River rustic retreat home.

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown, holiday rental in Pasadena

Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Annapolis Custom Designed Waterfront Home, Breathtaking Views, Private Pier, holiday rental in Pasadena

Annapolis Custom Designed Waterfront Home, Breathtaking Views, Private Pier

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Historic Annapolis with Impressive Updates Throughout, holiday rental in Pasadena

Charming Historic Annapolis with Impressive Updates Throughout

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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National Historic home w/ Serene & Quiet Setting, holiday rental in Pasadena

National Historic home w/ Serene & Quiet Setting

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront - Wonderful View, Spacious, Relaxing, Lovely Front Porch and Deck, holiday rental in Pasadena

Waterfront - Wonderful View, Spacious, Relaxing, Lovely Front Porch and Deck

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Sleeps 10! Great Reviews., holiday rental in Pasadena

Sleeps 10! Great Reviews.

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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CHASE CREEK RETREAT an Annapolis getaway on the Severn River., holiday rental in Pasadena

CHASE CREEK RETREAT an Annapolis getaway on the Severn River.

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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DUKES Hideaway at Silver Sands Resort, holiday rental in Pasadena

DUKES Hideaway at Silver Sands Resort

6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Charming and Spacious Annapolis Victorian, holiday rental in Pasadena

Charming and Spacious Annapolis Victorian

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Jode's Retreat' Your Home Away From Home, holiday rental in Pasadena

Jode's Retreat' Your Home Away From Home

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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WALK TO THE STADIUM!  Gorgeous, newly built 5 bedroom home., holiday rental in Pasadena

WALK TO THE STADIUM! Gorgeous, newly built 5 bedroom home.

5 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Stunning Home in the Heart of Downtown Annapolis, holiday rental in Pasadena

Stunning Home in the Heart of Downtown Annapolis

3 bedrooms
5 bathrooms
Sleeps 11
Match: Sleeps
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2 Bedroom Guest House Near Downtown & BWI + Full Office & Kitchenette., holiday rental in Pasadena

2 Bedroom Guest House Near Downtown & BWI + Full Office & Kitchenette.

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Condo Laval/Montreal 3mths or L/T: Pool,Tennis,Gym, holiday rental in Pasadena

Condo Laval/Montreal 3mths or L/T: Pool,Tennis,Gym

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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2. Private 20 acre waterfront estate - studio apt, holiday rental in Pasadena

2. Private 20 acre waterfront estate - studio apt

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Perfect Annapolis with Lots of Parking & Hot Tub, holiday rental in Pasadena

Perfect Annapolis with Lots of Parking & Hot Tub

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Clean & Spacious, holiday rental in Pasadena

Clean & Spacious

4 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Private Room Close To Baltimore and BWI Airport + EXTRAS, holiday rental in Pasadena

Private Room Close To Baltimore and BWI Airport + EXTRAS

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Metromax Lovely Private Studio!, holiday rental in Pasadena

Metromax Lovely Private Studio!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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BEULAH Residence (Bedroom 3), holiday rental in Pasadena

BEULAH Residence (Bedroom 3)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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BEULAH Residence (Bedroom 1), holiday rental in Pasadena

BEULAH Residence (Bedroom 1)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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BEULAH Residence (Bedroom 4), holiday rental in Pasadena

BEULAH Residence (Bedroom 4)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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BEULAH Residence (Bedroom 2), holiday rental in Pasadena

BEULAH Residence (Bedroom 2)

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Downtown Annapolis Home, Walk to Navy Stadium, holiday rental in Pasadena

Downtown Annapolis Home, Walk to Navy Stadium

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fully Furnished 4 Bedroom/3 Bathroom Single Family Home in Annapolis: This fully, holiday rental in Pasadena

Fully Furnished 4 Bedroom/3 Bathroom Single Family Home in Annapolis: This fully

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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WATERFRONT| 4BR| 1st Floor Master|Family Ready|BWI, holiday rental in Pasadena

WATERFRONT| 4BR| 1st Floor Master|Family Ready|BWI

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful 7BR home minutes from downtown Annapolis, holiday rental in Pasadena

Beautiful 7BR home minutes from downtown Annapolis

7 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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NEW! Chic Condo w/ Balcony 1Mi to Annapolis Harbor, holiday rental in Pasadena

NEW! Chic Condo w/ Balcony 1Mi to Annapolis Harbor

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Warm up Fireside or in the Hot Tub at this Luxurious Home, holiday rental in Pasadena

Warm up Fireside or in the Hot Tub at this Luxurious Home

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Spacious Family Home, Perfect For Hosting, Kids’ Basement Space, holiday rental in Pasadena

Spacious Family Home, Perfect For Hosting, Kids’ Basement Space

4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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USNA-themed 3 Bedroom home off West Street with parking!, holiday rental in Pasadena

USNA-themed 3 Bedroom home off West Street with parking!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly furnished home, perfect for Naval Academy Football games!, holiday rental in Pasadena

Newly furnished home, perfect for Naval Academy Football games!

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Annapolis-themed home in Downtown Annapolis with Parking, holiday rental in Pasadena

Annapolis-themed home in Downtown Annapolis with Parking

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New! Commissioning Week Rental sleeps 10-14!, holiday rental in Pasadena

New! Commissioning Week Rental sleeps 10-14!

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Cozy Farmhouse with Private Deck, holiday rental in Pasadena

Cozy Farmhouse with Private Deck

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Spend the night in Historic Downtown Annapolis, holiday rental in Pasadena

Spend the night in Historic Downtown Annapolis

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Play at the beach minutes to downtown Annapolis, holiday rental in Pasadena

Play at the beach minutes to downtown Annapolis

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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New Waterfront Home with Private Pier, holiday rental in Pasadena

New Waterfront Home with Private Pier

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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beautiful modern 3 BD townhome, holiday rental in Pasadena

beautiful modern 3 BD townhome

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private Room - Creek Side, holiday rental in Pasadena

Private Room - Creek Side

1 bedroom
1 bathroom
Sleeps 1
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